# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1a
_database_code_depnum_ccdc_archive 'CCDC 2040147'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-10-22 deposited with the CCDC.	2020-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H16 Cl N2 O3 Re'
_chemical_formula_weight         481.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.987(15)
_cell_length_b                   9.232(11)
_cell_length_c                   13.131(16)
_cell_angle_alpha                90
_cell_angle_beta                 92.96(2)
_cell_angle_gamma                90
_cell_volume                     1572(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8506
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      28.46

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.036
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.387
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.102
_exptl_absorpt_coefficient_mu    7.909
_shelx_estimated_absorpt_T_min   0.150
_shelx_estimated_absorpt_T_max   0.499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4777
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14201
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.570
_diffrn_reflns_theta_max         28.398
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3877
_reflns_number_gt                3177
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0402P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3877
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0797
_refine_ls_wR_factor_gt          0.0752
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6941(4) 1.0407(5) 0.5561(3) 0.0187(10) Uani 1 1 d . . . . .
C2 C 0.7873(4) 0.8573(5) 0.6858(4) 0.0209(11) Uani 1 1 d . . . . .
C3 C 0.8435(4) 0.8612(5) 0.4896(4) 0.0218(11) Uani 1 1 d . . . . .
C4 C 0.4962(4) 0.8650(5) 0.6411(3) 0.0182(10) Uani 1 1 d . . . . .
H4 H 0.508334 0.964088 0.637450 0.022 Uiso 1 1 calc R U . . .
C5 C 0.4021(4) 0.8170(5) 0.6744(4) 0.0232(11) Uani 1 1 d . . . . .
H5 H 0.352702 0.883034 0.693789 0.028 Uiso 1 1 calc R U . . .
C6 C 0.3828(4) 0.6679(5) 0.6784(4) 0.0208(11) Uani 1 1 d . . . . .
H6 H 0.320418 0.633512 0.700480 0.025 Uiso 1 1 calc R U . . .
C7 C 0.4581(4) 0.5725(5) 0.6490(3) 0.0188(10) Uani 1 1 d . . . . .
H7 H 0.447043 0.472960 0.649751 0.023 Uiso 1 1 calc R U . . .
C8 C 0.5500(4) 0.6290(5) 0.6184(3) 0.0177(10) Uani 1 1 d . . . . .
C9 C 0.6341(4) 0.5367(5) 0.5877(3) 0.0182(10) Uani 1 1 d . . . . .
H9 H 0.627938 0.436380 0.588774 0.022 Uiso 1 1 calc R U . . .
C10 C 0.8018(4) 0.5048(5) 0.5268(3) 0.0199(10) Uani 1 1 d . . . . .
H10A H 0.818311 0.530059 0.457827 0.024 Uiso 1 1 calc R U . . .
H10B H 0.780211 0.404211 0.526982 0.024 Uiso 1 1 calc R U . . .
C11 C 0.8973(4) 0.5236(6) 0.5981(4) 0.0259(11) Uani 1 1 d . . . . .
H11A H 0.918269 0.624386 0.595574 0.031 Uiso 1 1 calc R U . . .
H11B H 0.952508 0.466427 0.571450 0.031 Uiso 1 1 calc R U . . .
C12 C 0.8878(4) 0.4819(6) 0.7113(4) 0.0271(12) Uani 1 1 d . . . . .
H12A H 0.947379 0.519027 0.750627 0.033 Uiso 1 1 calc R U . . .
H12B H 0.827047 0.528184 0.736335 0.033 Uiso 1 1 calc R U . . .
C13 C 0.8804(5) 0.3217(6) 0.7285(4) 0.0299(13) Uani 1 1 d . . . . .
H13A H 0.936900 0.273985 0.696372 0.036 Uiso 1 1 calc R U . . .
H13B H 0.816481 0.286268 0.696133 0.036 Uiso 1 1 calc R U . . .
C14 C 0.8842(4) 0.2810(6) 0.8444(4) 0.0290(12) Uani 1 1 d . . . . .
H14A H 0.943456 0.324999 0.878352 0.043 Uiso 1 1 calc R U . . .
H14B H 0.888497 0.177638 0.851625 0.043 Uiso 1 1 calc R U . . .
H14C H 0.822798 0.315287 0.874281 0.043 Uiso 1 1 calc R U . . .
Cl1 Cl 0.62392(10) 0.79794(13) 0.38303(9) 0.0208(3) Uani 1 1 d . . . . .
N1 N 0.5697(3) 0.7734(4) 0.6142(3) 0.0172(8) Uani 1 1 d . . . . .
N2 N 0.7169(3) 0.5975(4) 0.5592(3) 0.0151(8) Uani 1 1 d . . . . .
O1 O 0.6794(3) 1.1645(4) 0.5607(3) 0.0251(8) Uani 1 1 d . . . . .
O2 O 0.9216(3) 0.8734(4) 0.4515(3) 0.0301(9) Uani 1 1 d . . . . .
O3 O 0.8338(3) 0.8774(4) 0.7630(3) 0.0294(9) Uani 1 1 d . . . . .
Re1 Re 0.71593(2) 0.83393(2) 0.55425(2) 0.01560(8) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.161(6) . ?
C1 Re1 1.930(6) . ?
C2 O3 1.167(6) . ?
C2 Re1 1.930(6) . ?
C3 O2 1.159(7) . ?
C3 Re1 1.917(6) . ?
C4 N1 1.336(6) . ?
C4 C5 1.391(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.387(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.381(7) . ?
C7 H7 0.9300 . ?
C8 N1 1.359(6) . ?
C8 C9 1.458(7) . ?
C9 N2 1.286(6) . ?
C9 H9 0.9300 . ?
C10 N2 1.476(6) . ?
C10 C11 1.526(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.546(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.500(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.567(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
Cl1 Re1 2.513(3) . ?
N1 Re1 2.166(5) . ?
N2 Re1 2.184(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Re1 177.5(4) . . ?
O3 C2 Re1 176.2(4) . . ?
O2 C3 Re1 177.9(4) . . ?
N1 C4 C5 122.2(5) . . ?
N1 C4 H4 118.9 . . ?
C5 C4 H4 118.9 . . ?
C4 C5 C6 119.1(5) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C7 C6 C5 118.9(5) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C8 C7 C6 118.3(5) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
N1 C8 C7 123.3(5) . . ?
N1 C8 C9 114.7(4) . . ?
C7 C8 C9 122.0(4) . . ?
N2 C9 C8 118.4(4) . . ?
N2 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
N2 C10 C11 110.7(4) . . ?
N2 C10 H10A 109.5 . . ?
C11 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C10 C11 C12 117.3(5) . . ?
C10 C11 H11A 108.0 . . ?
C12 C11 H11A 108.0 . . ?
C10 C11 H11B 108.0 . . ?
C12 C11 H11B 108.0 . . ?
H11A C11 H11B 107.2 . . ?
C13 C12 C11 113.5(4) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C14 112.6(5) . . ?
C12 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
C12 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 N1 C8 118.1(4) . . ?
C4 N1 Re1 125.8(3) . . ?
C8 N1 Re1 115.9(3) . . ?
C9 N2 C10 118.7(4) . . ?
C9 N2 Re1 116.2(3) . . ?
C10 N2 Re1 125.0(3) . . ?
C3 Re1 C2 89.7(2) . . ?
C3 Re1 C1 90.4(2) . . ?
C2 Re1 C1 86.69(19) . . ?
C3 Re1 N1 171.43(17) . . ?
C2 Re1 N1 95.3(2) . . ?
C1 Re1 N1 96.78(18) . . ?
C3 Re1 N2 98.09(17) . . ?
C2 Re1 N2 94.80(16) . . ?
C1 Re1 N2 171.39(18) . . ?
N1 Re1 N2 74.65(15) . . ?
C3 Re1 Cl1 90.18(17) . . ?
C2 Re1 Cl1 178.80(14) . . ?
C1 Re1 Cl1 94.50(13) . . ?
N1 Re1 Cl1 84.61(13) . . ?
N2 Re1 Cl1 84.03(9) . . ?

_refine_diff_density_max         2.252
_refine_diff_density_min         -1.699
_refine_diff_density_rms         0.199

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1b
_database_code_depnum_ccdc_archive 'CCDC 2040148'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-10-22 deposited with the CCDC.	2020-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H16 Br N2 O3 Re'
_chemical_formula_weight         526.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.0993(5)
_cell_length_b                   9.2231(4)
_cell_length_c                   13.0735(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.466(2)
_cell_angle_gamma                90
_cell_volume                     1578.03(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8611
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      28.30

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.216
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.333
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.066
_exptl_absorpt_coefficient_mu    10.243
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4534
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14638
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.556
_diffrn_reflns_theta_max         28.315
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3876
_reflns_number_gt                3145
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0242P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3876
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0665
_refine_ls_wR_factor_gt          0.0615
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.36575(4) 0.19796(5) 0.62270(4) 0.01573(12) Uani 1 1 d . . . . .
C1 C 0.1450(4) 0.1368(5) 0.5068(4) 0.0172(11) Uani 1 1 d . . . . .
C2 C 0.2028(4) 0.1388(5) 0.3131(4) 0.0171(11) Uani 1 1 d . . . . .
C3 C 0.2980(4) -0.0405(6) 0.4429(3) 0.0159(11) Uani 1 1 d . . . . .
C4 C 0.4950(4) 0.1397(5) 0.3587(4) 0.0154(11) Uani 1 1 d . . . . .
H4 H 0.483814 0.037975 0.360314 0.019 Uiso 1 1 calc R U . . .
C5 C 0.5880(4) 0.1901(5) 0.3281(4) 0.0185(11) Uani 1 1 d . . . . .
H3 H 0.639170 0.124075 0.308242 0.022 Uiso 1 1 calc R U . . .
C6 C 0.6061(4) 0.3380(5) 0.3267(4) 0.0183(11) Uani 1 1 d . . . . .
H2 H 0.669793 0.375002 0.306392 0.022 Uiso 1 1 calc R U . . .
C7 C 0.5296(4) 0.4304(5) 0.3553(3) 0.0163(11) Uani 1 1 d . . . . .
H5 H 0.539971 0.532300 0.355472 0.020 Uiso 1 1 calc R U . . .
C8 C 0.4380(4) 0.3728(5) 0.3835(3) 0.0115(10) Uani 1 1 d . . . . .
C9 C 0.3516(4) 0.4611(5) 0.4131(3) 0.0155(11) Uani 1 1 d . . . . .
H1 H 0.356304 0.563897 0.412828 0.019 Uiso 1 1 calc R U . . .
C10 C 0.1844(4) 0.4898(5) 0.4690(4) 0.0187(11) Uani 1 1 d . . . . .
H6 H 0.205802 0.592813 0.470059 0.022 Uiso 1 1 calc R U . . .
H16 H 0.165165 0.463060 0.538886 0.022 Uiso 1 1 calc R U . . .
C11 C 0.0924(4) 0.4714(5) 0.3950(4) 0.0203(11) Uani 1 1 d . . . . .
H15 H 0.070795 0.368599 0.396539 0.024 Uiso 1 1 calc R U . . .
H7 H 0.035563 0.530351 0.420213 0.024 Uiso 1 1 calc R U . . .
C12 C 0.1086(4) 0.5133(5) 0.2844(4) 0.0200(11) Uani 1 1 d . . . . .
H13 H 0.169563 0.461829 0.260724 0.024 Uiso 1 1 calc R U . . .
H14 H 0.048933 0.480624 0.241465 0.024 Uiso 1 1 calc R U . . .
C13 C 0.1230(4) 0.6751(5) 0.2689(4) 0.0233(12) Uani 1 1 d . . . . .
H12 H 0.187413 0.706028 0.304885 0.028 Uiso 1 1 calc R U . . .
H11 H 0.066093 0.727774 0.299677 0.028 Uiso 1 1 calc R U . . .
C14 C 0.1266(4) 0.7160(5) 0.1558(4) 0.0243(12) Uani 1 1 d . . . . .
H8 H 0.188479 0.675442 0.127345 0.036 Uiso 1 1 calc R U . . .
H10 H 0.127531 0.821845 0.149093 0.036 Uiso 1 1 calc R U . . .
H9 H 0.066256 0.677030 0.118444 0.036 Uiso 1 1 calc R U . . .
N1 N 0.4192(3) 0.2284(4) 0.3863(3) 0.0123(8) Uani 1 1 d . . . . .
N2 N 0.2699(3) 0.3993(4) 0.4391(3) 0.0118(8) Uani 1 1 d . . . . .
O1 O 0.0685(3) 0.1262(4) 0.5455(3) 0.0234(8) Uani 1 1 d . . . . .
O2 O 0.1571(3) 0.1172(4) 0.2373(3) 0.0235(8) Uani 1 1 d . . . . .
O3 O 0.3147(3) -0.1637(3) 0.4403(3) 0.0221(8) Uani 1 1 d . . . . .
Re1 Re 0.27332(2) 0.16401(2) 0.44260(2) 0.01198(7) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Re1 2.6196(5) . ?
C1 O1 1.147(6) . ?
C1 Re1 1.927(5) . ?
C2 O2 1.152(6) . ?
C2 Re1 1.908(5) . ?
C3 O3 1.158(5) . ?
C3 Re1 1.914(5) . ?
C4 N1 1.347(6) . ?
C4 C5 1.380(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(6) . ?
C5 H3 0.9500 . ?
C6 C7 1.379(6) . ?
C6 H2 0.9500 . ?
C7 C8 1.376(6) . ?
C7 H5 0.9500 . ?
C8 N1 1.356(5) . ?
C8 C9 1.460(6) . ?
C9 N2 1.271(6) . ?
C9 H1 0.9500 . ?
C10 N2 1.463(6) . ?
C10 C11 1.522(6) . ?
C10 H6 0.9900 . ?
C10 H16 0.9900 . ?
C11 C12 1.521(6) . ?
C11 H15 0.9900 . ?
C11 H7 0.9900 . ?
C12 C13 1.519(6) . ?
C12 H13 0.9900 . ?
C12 H14 0.9900 . ?
C13 C14 1.529(7) . ?
C13 H12 0.9900 . ?
C13 H11 0.9900 . ?
C14 H8 0.9800 . ?
C14 H10 0.9800 . ?
C14 H9 0.9800 . ?
N1 Re1 2.161(4) . ?
N2 Re1 2.171(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Re1 177.4(4) . . ?
O2 C2 Re1 176.1(4) . . ?
O3 C3 Re1 177.8(4) . . ?
N1 C4 C5 122.9(4) . . ?
N1 C4 H4 118.6 . . ?
C5 C4 H4 118.6 . . ?
C4 C5 C6 119.3(5) . . ?
C4 C5 H3 120.3 . . ?
C6 C5 H3 120.3 . . ?
C7 C6 C5 118.6(5) . . ?
C7 C6 H2 120.7 . . ?
C5 C6 H2 120.7 . . ?
C8 C7 C6 119.1(4) . . ?
C8 C7 H5 120.5 . . ?
C6 C7 H5 120.5 . . ?
N1 C8 C7 123.2(4) . . ?
N1 C8 C9 113.4(4) . . ?
C7 C8 C9 123.4(4) . . ?
N2 C9 C8 119.5(4) . . ?
N2 C9 H1 120.3 . . ?
C8 C9 H1 120.3 . . ?
N2 C10 C11 111.2(4) . . ?
N2 C10 H6 109.4 . . ?
C11 C10 H6 109.4 . . ?
N2 C10 H16 109.4 . . ?
C11 C10 H16 109.4 . . ?
H6 C10 H16 108.0 . . ?
C12 C11 C10 115.9(4) . . ?
C12 C11 H15 108.3 . . ?
C10 C11 H15 108.3 . . ?
C12 C11 H7 108.3 . . ?
C10 C11 H7 108.3 . . ?
H15 C11 H7 107.4 . . ?
C13 C12 C11 113.6(4) . . ?
C13 C12 H13 108.8 . . ?
C11 C12 H13 108.8 . . ?
C13 C12 H14 108.8 . . ?
C11 C12 H14 108.8 . . ?
H13 C12 H14 107.7 . . ?
C12 C13 C14 112.4(4) . . ?
C12 C13 H12 109.1 . . ?
C14 C13 H12 109.1 . . ?
C12 C13 H11 109.1 . . ?
C14 C13 H11 109.1 . . ?
H12 C13 H11 107.9 . . ?
C13 C14 H8 109.5 . . ?
C13 C14 H10 109.5 . . ?
H8 C14 H10 109.5 . . ?
C13 C14 H9 109.5 . . ?
H8 C14 H9 109.5 . . ?
H10 C14 H9 109.5 . . ?
C4 N1 C8 116.9(4) . . ?
C4 N1 Re1 126.6(3) . . ?
C8 N1 Re1 116.3(3) . . ?
C9 N2 C10 118.5(4) . . ?
C9 N2 Re1 115.9(3) . . ?
C10 N2 Re1 125.5(3) . . ?
C2 Re1 C3 87.53(19) . . ?
C2 Re1 C1 88.4(2) . . ?
C3 Re1 C1 91.23(19) . . ?
C2 Re1 N1 97.62(18) . . ?
C3 Re1 N1 96.87(17) . . ?
C1 Re1 N1 170.08(16) . . ?
C2 Re1 N2 95.43(16) . . ?
C3 Re1 N2 171.33(17) . . ?
C1 Re1 N2 96.99(16) . . ?
N1 Re1 N2 74.68(14) . . ?
C2 Re1 Br1 178.54(15) . . ?
C3 Re1 Br1 92.55(13) . . ?
C1 Re1 Br1 90.13(14) . . ?
N1 Re1 Br1 83.81(10) . . ?
N2 Re1 Br1 84.70(9) . . ?

_refine_diff_density_max         1.385
_refine_diff_density_min         -1.354
_refine_diff_density_rms         0.234

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3a
_database_code_depnum_ccdc_archive 'CCDC 2040151'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-10-22 deposited with the CCDC.	2020-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H56 Cl2 N4 O6 Re2'
_chemical_formula_weight         1132.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.460(4)
_cell_length_b                   8.018(4)
_cell_length_c                   22.053(13)
_cell_angle_alpha                84.53(3)
_cell_angle_beta                 85.03(3)
_cell_angle_gamma                75.25(3)
_cell_volume                     1097.2(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      27.84

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_F_000             556
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.339
_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.056
_exptl_absorpt_coefficient_mu    5.680
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5649
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48124
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_av_R_equivalents  0.0793
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.859
_diffrn_reflns_theta_max         28.362
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5473
_reflns_number_gt                4730
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0455P)²+1.0998P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5473
_refine_ls_number_parameters     347
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0807
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9605(9) 0.1261(6) 0.1293(3) 0.0297(12) Uani 1 1 d . . . A 2
C2 C 0.8121(10) 0.2999(8) 0.2311(3) 0.0393(14) Uani 1 1 d . . . B 2
C3 C 0.5818(9) 0.1032(7) 0.1909(2) 0.0286(11) Uani 1 1 d . . . C 2
C4 C 0.4272(8) 0.6493(6) 0.1458(2) 0.0234(10) Uani 1 1 d . . . D 2
H4 H 0.306858 0.745450 0.149902 0.028 Uiso 1 1 calc R U . D 2
C5 C 0.6199(7) 0.6669(6) 0.1089(2) 0.0200(9) Uani 1 1 d . . . D 2
C6 C 0.6397(8) 0.8205(6) 0.0771(2) 0.0240(10) Uani 1 1 d . . . D 2
H6 H 0.522718 0.920125 0.077104 0.029 Uiso 1 1 calc R U . D 2
C7 C 0.8317(8) 0.8264(6) 0.0454(2) 0.0252(10) Uani 1 1 d . . . D 2
H7 H 0.848734 0.929903 0.023002 0.030 Uiso 1 1 calc R U . D 2
C8 C 0.9989(8) 0.6792(6) 0.0467(2) 0.0237(10) Uani 1 1 d . . . D 2
H8 H 1.133261 0.681716 0.025886 0.028 Uiso 1 1 calc R U . D 2
C9 C 0.9703(8) 0.5268(6) 0.0786(2) 0.0206(9) Uani 1 1 d . . . D 2
H9 H 1.085718 0.425991 0.078888 0.025 Uiso 1 1 calc R U . D 2
C10 C 0.2356(9) 0.4810(7) 0.2124(2) 0.0294(11) Uani 1 1 d . . . . .
H10A H 0.288352 0.414634 0.250539 0.035 Uiso 1 1 calc R U . E 1
H10B H 0.162323 0.409239 0.192052 0.035 Uiso 1 1 calc R U . E 1
C11 C 0.3076(17) 0.4494(13) 0.2819(4) 0.028(2) Uani 0.5 1 d . . P F 2
H11A H 0.192010 0.416227 0.309014 0.034 Uiso 0.5 1 calc R U P F 2
H11B H 0.437514 0.352398 0.284431 0.034 Uiso 0.5 1 calc R U P F 2
C12 C 0.3539(18) 0.6071(14) 0.3038(4) 0.028(2) Uani 0.5 1 d . . P F 2
H12A H 0.237770 0.709418 0.292239 0.033 Uiso 0.5 1 calc R U P F 2
H12B H 0.489467 0.624362 0.282750 0.033 Uiso 0.5 1 calc R U P F 2
C13 C 0.3729(18) 0.5964(14) 0.3720(5) 0.031(2) Uani 0.5 1 d . . P F 2
H13A H 0.508168 0.511406 0.382243 0.037 Uiso 0.5 1 calc R U P F 2
H13B H 0.252875 0.552725 0.392833 0.037 Uiso 0.5 1 calc R U P F 2
C14 C 0.3705(19) 0.7671(15) 0.3968(5) 0.034(2) Uani 0.5 1 d . . P F 2
H14A H 0.239237 0.853842 0.384480 0.041 Uiso 0.5 1 calc R U P F 2
H14B H 0.495384 0.807378 0.377678 0.041 Uiso 0.5 1 calc R U P F 2
C15 C 0.3772(19) 0.7591(14) 0.4657(5) 0.035(2) Uani 0.5 1 d . . P F 2
H15A H 0.517798 0.685520 0.477504 0.042 Uiso 0.5 1 calc R U P F 2
H15B H 0.264881 0.703364 0.484839 0.042 Uiso 0.5 1 calc R U P F 2
C16 C 0.343(2) 0.9365(16) 0.4909(5) 0.038(3) Uani 0.5 1 d . . P F 2
H16A H 0.460798 0.989128 0.473779 0.046 Uiso 0.5 1 calc R U P F 2
H16B H 0.206878 1.012560 0.476906 0.046 Uiso 0.5 1 calc R U P F 2
C17 C 0.3365(19) 0.9290(16) 0.5589(5) 0.037(3) Uani 0.5 1 d . . P F 2
H17A H 0.471567 0.851964 0.573252 0.044 Uiso 0.5 1 calc R U P F 2
H17B H 0.216477 0.879716 0.576319 0.044 Uiso 0.5 1 calc R U P F 2
C18 C 0.3070(18) 1.1092(15) 0.5813(5) 0.032(2) Uani 0.5 1 d . . P F 2
H18A H 0.177238 1.187796 0.564343 0.038 Uiso 0.5 1 calc R U P F 2
H18B H 0.431752 1.154878 0.565735 0.038 Uiso 0.5 1 calc R U P F 2
C19 C 0.2846(19) 1.1083(14) 0.6516(5) 0.032(2) Uani 0.5 1 d . . P F 2
H19A H 0.157496 1.065962 0.667297 0.039 Uiso 0.5 1 calc R U P F 2
H19B H 0.412812 1.028186 0.668811 0.039 Uiso 0.5 1 calc R U P F 2
C20 C 0.2609(18) 1.2889(14) 0.6722(5) 0.033(2) Uani 0.5 1 d . . P F 2
H20A H 0.381059 1.334686 0.654030 0.050 Uiso 0.5 1 calc R U P F 2
H20B H 0.260877 1.282739 0.716805 0.050 Uiso 0.5 1 calc R U P F 2
H20C H 0.125690 1.365303 0.659042 0.050 Uiso 0.5 1 calc R U P F 2
C21 C 0.0602(15) 0.6522(12) 0.2306(5) 0.025(2) Uani 0.5 1 d . . P F 1
H21A H 0.019602 0.729189 0.193437 0.030 Uiso 0.5 1 calc R U P F 1
H21B H -0.070096 0.620692 0.249970 0.030 Uiso 0.5 1 calc R U P F 1
C22 C 0.1519(15) 0.7479(14) 0.2754(5) 0.026(2) Uani 0.5 1 d . . P F 1
H22A H 0.243029 0.660917 0.303151 0.031 Uiso 0.5 1 calc R U P F 1
H22B H 0.244785 0.815115 0.251713 0.031 Uiso 0.5 1 calc R U P F 1
C23 C -0.0163(16) 0.8690(13) 0.3134(5) 0.026(2) Uani 0.5 1 d . . P F 1
H23A H -0.104210 0.801255 0.339028 0.031 Uiso 0.5 1 calc R U P F 1
H23B H -0.112442 0.952697 0.285838 0.031 Uiso 0.5 1 calc R U P F 1
C24 C 0.0803(16) 0.9682(13) 0.3545(5) 0.026(2) Uani 0.5 1 d . . P F 1
H24A H 0.153264 1.046540 0.328486 0.032 Uiso 0.5 1 calc R U P F 1
H24B H 0.190308 0.884711 0.378100 0.032 Uiso 0.5 1 calc R U P F 1
C25 C -0.0837(16) 1.0751(13) 0.3990(4) 0.026(2) Uani 0.5 1 d . . P F 1
H25A H -0.201436 1.150292 0.375786 0.031 Uiso 0.5 1 calc R U P F 1
H25B H -0.146147 0.995537 0.427756 0.031 Uiso 0.5 1 calc R U P F 1
C26 C 0.0075(19) 1.1858(13) 0.4351(5) 0.032(2) Uani 0.5 1 d . . P F 1
H26A H 0.078678 1.259258 0.406151 0.038 Uiso 0.5 1 calc R U P F 1
H26B H 0.119150 1.109418 0.460107 0.038 Uiso 0.5 1 calc R U P F 1
C27 C -0.1540(18) 1.3023(14) 0.4770(5) 0.032(2) Uani 0.5 1 d . . P F 1
H27A H -0.258919 1.386126 0.451873 0.038 Uiso 0.5 1 calc R U P F 1
H27B H -0.233427 1.230739 0.504036 0.038 Uiso 0.5 1 calc R U P F 1
C28 C -0.0524(17) 1.3999(13) 0.5156(5) 0.029(2) Uani 0.5 1 d . . P F 1
H28A H 0.026028 1.472375 0.488616 0.035 Uiso 0.5 1 calc R U P F 1
H28B H 0.053338 1.316257 0.540555 0.035 Uiso 0.5 1 calc R U P F 1
C29 C -0.2180(19) 1.5174(14) 0.5586(5) 0.034(2) Uani 0.5 1 d . . P F 1
H29A H -0.321476 1.602676 0.533523 0.040 Uiso 0.5 1 calc R U P F 1
H29B H -0.299073 1.445113 0.584746 0.040 Uiso 0.5 1 calc R U P F 1
C30 C -0.119(2) 1.6124(19) 0.5987(6) 0.048(3) Uani 0.5 1 d D . P F 1
Cl1 Cl 0.52992(18) 0.28792(14) 0.05836(5) 0.0209(2) Uani 1 1 d . . . . .
N1 N 0.7834(6) 0.5204(5) 0.10869(17) 0.0177(8) Uani 1 1 d . . . . .
N2 N 0.4244(6) 0.5023(5) 0.17227(18) 0.0224(8) Uani 1 1 d . . . . .
O1 O 1.1183(6) 0.0314(5) 0.1145(2) 0.0412(10) Uani 1 1 d . . . . .
O2 O 0.8799(8) 0.2996(8) 0.2773(2) 0.0637(16) Uani 1 1 d . . . . .
O3 O 0.5092(7) -0.0062(5) 0.21143(18) 0.0377(9) Uani 1 1 d . . . . .
Re1 Re 0.69983(3) 0.29061(2) 0.15433(2) 0.02023(7) Uani 1 1 d . . . . .
H32 H -0.04(2) 1.673(17) 0.566(5) 0.07(5) Uiso 0.5 1 d D . P . .
H30 H -0.208(13) 1.713(8) 0.620(4) 0.02(3) Uiso 0.5 1 d D . P . .
H31 H -0.05(2) 1.520(12) 0.630(5) 0.05(4) Uiso 0.5 1 d D . P . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.148(7) . ?
C1 Re1 1.930(6) . ?
C2 O2 1.142(7) . ?
C2 Re1 1.914(6) . ?
C3 O3 1.136(6) . ?
C3 Re1 1.932(5) . ?
C4 N2 1.269(6) . ?
C4 C5 1.457(6) . ?
C4 H4 0.9500 . ?
C5 N1 1.366(6) . ?
C5 C6 1.388(6) . ?
C6 C7 1.379(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.382(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.396(6) . ?
C8 H8 0.9500 . ?
C9 N1 1.337(6) . ?
C9 H9 0.9500 . ?
C10 N2 1.479(6) . ?
C10 C21 1.601(11) . ?
C10 C11 1.619(11) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.501(13) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.514(14) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.516(14) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.519(15) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.533(15) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.492(15) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.532(16) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.544(14) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.526(14) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.546(13) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.512(14) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.527(13) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.530(14) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.499(14) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.522(15) . ?
C26 C30 1.989(18) 2_586 ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.501(14) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.553(15) . ?
C28 C28 1.941(19) 2_586 ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.500(17) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H32 1.00(2) . ?
C30 H30 1.00(2) . ?
C30 H31 1.01(2) . ?
Cl1 Re1 2.4713(17) . ?
N1 Re1 2.181(4) . ?
N2 Re1 2.161(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Re1 178.3(4) . . ?
O2 C2 Re1 177.7(6) . . ?
O3 C3 Re1 178.5(5) . . ?
N2 C4 C5 118.2(4) . . ?
N2 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
N1 C5 C6 121.9(4) . . ?
N1 C5 C4 114.8(4) . . ?
C6 C5 C4 123.3(4) . . ?
C7 C6 C5 119.1(5) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C6 C7 C8 118.8(4) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
C7 C8 C9 120.0(4) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
N1 C9 C8 121.2(4) . . ?
N1 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
N2 C10 C21 117.8(5) . . ?
N2 C10 C11 107.4(5) . . ?
N2 C10 H10A 107.8 . . ?
C21 C10 H10A 107.8 . . ?
N2 C10 H10B 107.8 . . ?
C21 C10 H10B 107.8 . . ?
H10A C10 H10B 107.2 . . ?
C12 C11 C10 112.3(8) . . ?
C12 C11 H11A 109.1 . . ?
C10 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C10 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C13 113.6(8) . . ?
C11 C12 H12A 108.8 . . ?
C13 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
C13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C14 114.2(9) . . ?
C12 C13 H13A 108.7 . . ?
C14 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 C15 114.4(10) . . ?
C13 C14 H14A 108.7 . . ?
C15 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
C15 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C14 C15 C16 113.8(10) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 113.5(10) . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 C18 111.2(10) . . ?
C16 C17 H17A 109.4 . . ?
C18 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
C18 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C17 C18 C19 112.7(9) . . ?
C17 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C20 C19 C18 111.2(9) . . ?
C20 C19 H19A 109.4 . . ?
C18 C19 H19A 109.4 . . ?
C20 C19 H19B 109.4 . . ?
C18 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C10 110.0(7) . . ?
C22 C21 H21A 109.7 . . ?
C10 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
C10 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C23 C22 C21 114.4(8) . . ?
C23 C22 H22A 108.7 . . ?
C21 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
C21 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C22 C23 C24 112.8(8) . . ?
C22 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 C25 114.0(8) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C26 C25 C24 114.0(9) . . ?
C26 C25 H25A 108.8 . . ?
C24 C25 H25A 108.8 . . ?
C26 C25 H25B 108.8 . . ?
C24 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
C25 C26 C27 115.4(9) . . ?
C25 C26 C30 125.8(8) . 2_586 ?
C27 C26 C30 89.7(8) . 2_586 ?
C25 C26 H26A 108.4 . . ?
C27 C26 H26A 108.4 . . ?
C30 C26 H26A 20.5 2_586 . ?
C25 C26 H26B 108.4 . . ?
C27 C26 H26B 108.4 . . ?
C30 C26 H26B 107.2 2_586 . ?
H26A C26 H26B 107.5 . . ?
C28 C27 C26 113.3(9) . . ?
C28 C27 H27A 108.9 . . ?
C26 C27 H27A 108.9 . . ?
C28 C27 H27B 108.9 . . ?
C26 C27 H27B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
C27 C28 C29 112.9(9) . . ?
C27 C28 C28 123.4(10) . 2_586 ?
C29 C28 C28 88.8(8) . 2_586 ?
C27 C28 H28A 109.0 . . ?
C29 C28 H28A 109.0 . . ?
C28 C28 H28A 20.7 2_586 . ?
C27 C28 H28B 109.0 . . ?
C29 C28 H28B 109.0 . . ?
C28 C28 H28B 111.7 2_586 . ?
H28A C28 H28B 107.8 . . ?
C30 C29 C28 113.7(10) . . ?
C30 C29 H29A 108.8 . . ?
C28 C29 H29A 108.8 . . ?
C30 C29 H29B 108.8 . . ?
C28 C29 H29B 108.8 . . ?
H29A C29 H29B 107.7 . . ?
C29 C30 C26 121.0(10) . 2_586 ?
C29 C30 H32 99(9) . . ?
C26 C30 H32 28(9) 2_586 . ?
C29 C30 H30 121(6) . . ?
C26 C30 H30 75(6) 2_586 . ?
H32 C30 H30 101(10) . . ?
C29 C30 H31 104(8) . . ?
C26 C30 H31 126(8) 2_586 . ?
H32 C30 H31 125(10) . . ?
H30 C30 H31 109(10) . . ?
C9 N1 C5 119.0(4) . . ?
C9 N1 Re1 126.4(3) . . ?
C5 N1 Re1 114.5(3) . . ?
C4 N2 C10 119.9(4) . . ?
C4 N2 Re1 117.2(3) . . ?
C10 N2 Re1 123.0(3) . . ?
C2 Re1 C1 90.4(3) . . ?
C2 Re1 C3 88.3(2) . . ?
C1 Re1 C3 90.1(2) . . ?
C2 Re1 N2 92.4(2) . . ?
C1 Re1 N2 171.30(17) . . ?
C3 Re1 N2 98.3(2) . . ?
C2 Re1 N1 97.13(18) . . ?
C1 Re1 N1 96.82(18) . . ?
C3 Re1 N1 171.19(18) . . ?
N2 Re1 N1 74.67(15) . . ?
C2 Re1 Cl1 176.0(2) . . ?
C1 Re1 Cl1 93.40(17) . . ?
C3 Re1 Cl1 90.59(16) . . ?
N2 Re1 Cl1 83.98(11) . . ?
N1 Re1 Cl1 83.53(11) . . ?

_refine_diff_density_max         1.836
_refine_diff_density_min         -1.997
_refine_diff_density_rms         0.159

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2b
_database_code_depnum_ccdc_archive 'CCDC 2040150'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-10-22 deposited with the CCDC.	2020-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H20 Br N2 O3 Re'
_chemical_formula_weight         554.45

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   37.124(10)
_cell_length_b                   8.127(2)
_cell_length_c                   12.214(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.870(10)
_cell_angle_gamma                90
_cell_volume                     3665.5(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9281
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      28.25

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.009
_exptl_crystal_F_000             2112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.439
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.134
_exptl_absorpt_coefficient_mu    8.825
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4149
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34493
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.206
_diffrn_reflns_theta_max         28.290
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4544
_reflns_number_gt                4051
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+3.7980P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4544
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0215
_refine_ls_wR_factor_ref         0.0550
_refine_ls_wR_factor_gt          0.0539
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.29054(2) 0.11203(4) 0.22131(3) 0.02040(8) Uani 1 1 d . . . . .
C1 C 0.39733(10) 0.2018(4) 0.4294(3) 0.0211(7) Uani 1 1 d . . . . .
C2 C 0.37828(9) 0.0580(4) 0.2302(3) 0.0213(7) Uani 1 1 d . . . . .
C3 C 0.35099(9) -0.0545(4) 0.4123(2) 0.0203(7) Uani 1 1 d . . . . .
C4 C 0.30451(8) 0.2225(4) 0.5371(2) 0.0165(6) Uani 1 1 d . . . . .
H4 H 0.310261 0.112308 0.558108 0.020 Uiso 1 1 calc R U . . .
C5 C 0.28141(9) 0.3110(4) 0.5974(3) 0.0197(6) Uani 1 1 d . . . . .
H5 H 0.271307 0.261164 0.657609 0.024 Uiso 1 1 calc R U . . .
C6 C 0.27319(9) 0.4726(4) 0.5689(3) 0.0205(7) Uani 1 1 d . . . . .
H6 H 0.257780 0.536045 0.609896 0.025 Uiso 1 1 calc R U . . .
C7 C 0.28799(9) 0.5400(4) 0.4791(3) 0.0189(6) Uani 1 1 d . . . . .
H7 H 0.282718 0.650353 0.457346 0.023 Uiso 1 1 calc R U . . .
C8 C 0.31049(8) 0.4445(4) 0.4216(2) 0.0150(6) Uani 1 1 d . . . . .
C9 C 0.32729(8) 0.5027(4) 0.3261(2) 0.0167(6) Uani 1 1 d . . . . .
H9 H 0.323189 0.611764 0.299759 0.020 Uiso 1 1 calc R U . . .
C10 C 0.36536(9) 0.4653(4) 0.1839(3) 0.0215(7) Uani 1 1 d . . . . .
H10A H 0.355458 0.574694 0.161537 0.026 Uiso 1 1 calc R U . . .
H10B H 0.360059 0.389128 0.121093 0.026 Uiso 1 1 calc R U . . .
C11 C 0.40597(9) 0.4785(4) 0.2114(3) 0.0243(7) Uani 1 1 d . . . . .
H11A H 0.415744 0.368089 0.231666 0.029 Uiso 1 1 calc R U . . .
H11B H 0.416910 0.514566 0.144759 0.029 Uiso 1 1 calc R U . . .
C12 C 0.41729(10) 0.5967(4) 0.3041(3) 0.0305(8) Uani 1 1 d . . . . .
H12A H 0.407946 0.556749 0.372353 0.037 Uiso 1 1 calc R U . . .
H12B H 0.406329 0.705777 0.286311 0.037 Uiso 1 1 calc R U . . .
C13 C 0.45811(12) 0.6151(6) 0.3239(4) 0.0436(11) Uani 1 1 d . . . . .
H13A H 0.468654 0.507166 0.347039 0.052 Uiso 1 1 calc R U . . .
H13B H 0.467431 0.644854 0.253440 0.052 Uiso 1 1 calc R U . . .
C14 C 0.47095(15) 0.7397(10) 0.4078(6) 0.098(3) Uani 1 1 d . . . . .
H14A H 0.497755 0.736736 0.415894 0.118 Uiso 1 1 calc R U . . .
H14B H 0.463670 0.849236 0.377766 0.118 Uiso 1 1 calc R U . . .
C15 C 0.45969(15) 0.7290(11) 0.5126(4) 0.086(2) Uani 1 1 d . . . . .
H15A H 0.464499 0.615369 0.539338 0.104 Uiso 1 1 calc R U . . .
H15B H 0.433097 0.744466 0.505318 0.104 Uiso 1 1 calc R U . . .
C16 C 0.47612(13) 0.8481(6) 0.6036(4) 0.0532(13) Uani 1 1 d . . . . .
H16A H 0.502607 0.844193 0.607491 0.080 Uiso 1 1 calc R U . . .
H16B H 0.468355 0.814882 0.674703 0.080 Uiso 1 1 calc R U . . .
H16C H 0.467793 0.960413 0.586273 0.080 Uiso 1 1 calc R U . . .
N1 N 0.31899(7) 0.2861(3) 0.4508(2) 0.0146(5) Uani 1 1 d . . . . .
N2 N 0.34753(7) 0.4053(3) 0.2783(2) 0.0155(5) Uani 1 1 d . . . . .
O1 O 0.42422(6) 0.2272(3) 0.4798(2) 0.0292(6) Uani 1 1 d . . . . .
O2 O 0.39259(8) -0.0020(3) 0.1622(2) 0.0334(6) Uani 1 1 d . . . . .
O3 O 0.35008(8) -0.1795(3) 0.4557(2) 0.0288(6) Uani 1 1 d . . . . .
Re1 Re 0.35237(2) 0.15678(2) 0.34250(2) 0.01434(5) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Re1 2.6264(7) . ?
C1 O1 1.137(4) . ?
C1 Re1 1.919(4) . ?
C2 O2 1.141(4) . ?
C2 Re1 1.928(3) . ?
C3 O3 1.148(4) . ?
C3 Re1 1.920(3) . ?
C4 N1 1.335(4) . ?
C4 C5 1.386(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.388(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(4) . ?
C7 H7 0.9500 . ?
C8 N1 1.364(4) . ?
C8 C9 1.457(4) . ?
C9 N2 1.274(4) . ?
C9 H9 0.9500 . ?
C10 N2 1.469(4) . ?
C10 C11 1.514(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.511(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.517(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.484(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.389(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.551(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
N1 Re1 2.174(3) . ?
N2 Re1 2.167(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Re1 179.0(3) . . ?
O2 C2 Re1 177.8(3) . . ?
O3 C3 Re1 178.8(3) . . ?
N1 C4 C5 122.6(3) . . ?
N1 C4 H4 118.7 . . ?
C5 C4 H4 118.7 . . ?
C4 C5 C6 119.4(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C7 C6 C5 118.5(3) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C6 C7 C8 119.2(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
N1 C8 C7 122.2(3) . . ?
N1 C8 C9 114.1(3) . . ?
C7 C8 C9 123.7(3) . . ?
N2 C9 C8 119.1(3) . . ?
N2 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
N2 C10 C11 111.6(3) . . ?
N2 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
N2 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
C12 C11 C10 113.9(3) . . ?
C12 C11 H11A 108.8 . . ?
C10 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C10 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C11 C12 C13 112.3(3) . . ?
C11 C12 H12A 109.2 . . ?
C13 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
C13 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 C12 115.0(4) . . ?
C14 C13 H13A 108.5 . . ?
C12 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
C12 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C15 C14 C13 119.2(6) . . ?
C15 C14 H14A 107.5 . . ?
C13 C14 H14A 107.5 . . ?
C15 C14 H14B 107.5 . . ?
C13 C14 H14B 107.5 . . ?
H14A C14 H14B 107.0 . . ?
C14 C15 C16 119.2(5) . . ?
C14 C15 H15A 107.5 . . ?
C16 C15 H15A 107.5 . . ?
C14 C15 H15B 107.5 . . ?
C16 C15 H15B 107.5 . . ?
H15A C15 H15B 107.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C4 N1 C8 118.0(3) . . ?
C4 N1 Re1 126.5(2) . . ?
C8 N1 Re1 115.34(19) . . ?
C9 N2 C10 119.2(3) . . ?
C9 N2 Re1 116.4(2) . . ?
C10 N2 Re1 124.5(2) . . ?
C3 Re1 C1 89.22(14) . . ?
C3 Re1 C2 88.92(13) . . ?
C1 Re1 C2 90.21(14) . . ?
C3 Re1 N2 171.51(12) . . ?
C1 Re1 N2 93.31(12) . . ?
C2 Re1 N2 99.17(11) . . ?
C3 Re1 N1 96.86(11) . . ?
C1 Re1 N1 95.10(12) . . ?
C2 Re1 N1 172.19(11) . . ?
N2 Re1 N1 74.85(10) . . ?
C3 Re1 Br1 93.71(10) . . ?
C1 Re1 Br1 176.94(10) . . ?
C2 Re1 Br1 90.71(10) . . ?
N2 Re1 Br1 83.67(7) . . ?
N1 Re1 Br1 83.69(7) . . ?

_refine_diff_density_max         1.719
_refine_diff_density_min         -1.284
_refine_diff_density_rms         0.120

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2a
_database_code_depnum_ccdc_archive 'CCDC 2040149'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-10-22 deposited with the CCDC.	2020-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H20 Cl N2 O3 Re'
_chemical_formula_weight         509.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.1835(10)
_cell_length_b                   9.7002(7)
_cell_length_c                   12.7862(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.480(3)
_cell_angle_gamma                90
_cell_volume                     1758.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9998
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      28.35

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.926
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.351
_exptl_crystal_size_mid          0.188
_exptl_crystal_size_min          0.146
_exptl_absorpt_coefficient_mu    7.076
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4111
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16206
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.436
_diffrn_reflns_theta_max         28.359
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4374
_reflns_number_gt                3576
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0395P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4374
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0810
_refine_ls_wR_factor_gt          0.0619
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7043(3) -0.0548(5) 0.7265(3) 0.0203(11) Uani 1 1 d . . . . .
C2 C 0.7554(3) 0.1214(4) 0.5831(4) 0.0168(10) Uani 1 1 d . . . . .
C3 C 0.8052(3) 0.1727(5) 0.7864(3) 0.0180(11) Uani 1 1 d . . . . .
C4 C 0.4911(3) 0.0249(5) 0.6288(3) 0.0176(10) Uani 1 1 d . . . . .
H19 H 0.516713 -0.063010 0.645842 0.021 Uiso 1 1 calc R U . . .
C5 C 0.3987(3) 0.0325(5) 0.5941(3) 0.0201(11) Uani 1 1 d . . . . .
H18 H 0.361625 -0.048766 0.588277 0.024 Uiso 1 1 calc R U . . .
C6 C 0.3597(4) 0.1600(5) 0.5677(3) 0.0225(11) Uani 1 1 d . . . . .
H17 H 0.296304 0.167740 0.542538 0.027 Uiso 1 1 calc R U . . .
C7 C 0.4171(3) 0.2758(5) 0.5795(3) 0.0210(11) Uani 1 1 d . . . . .
H16 H 0.393115 0.364625 0.562252 0.025 Uiso 1 1 calc R U . . .
C8 C 0.5085(3) 0.2611(5) 0.6161(3) 0.0157(10) Uani 1 1 d . . . . .
C9 C 0.5737(4) 0.3769(4) 0.6331(3) 0.0189(10) Uani 1 1 d . . . . .
H20 H 0.555248 0.467962 0.614416 0.023 Uiso 1 1 calc R U . . .
C10 C 0.7228(3) 0.4701(5) 0.6777(3) 0.0206(10) Uani 1 1 d . . . . .
H15 H 0.763618 0.460857 0.741260 0.025 Uiso 1 1 calc R U . . .
H14 H 0.688208 0.558445 0.682189 0.025 Uiso 1 1 calc R U . . .
C11 C 0.7837(3) 0.4709(5) 0.5810(3) 0.0190(10) Uani 1 1 d . . . . .
H13 H 0.826388 0.390184 0.583653 0.023 Uiso 1 1 calc R U . . .
H1 H 0.742453 0.461895 0.517723 0.023 Uiso 1 1 calc R U . . .
C12 C 0.8423(4) 0.6015(5) 0.5723(4) 0.0246(11) Uani 1 1 d . . . . .
H3 H 0.802448 0.681475 0.590081 0.030 Uiso 1 1 calc R U . . .
H2 H 0.894900 0.597220 0.624610 0.030 Uiso 1 1 calc R U . . .
C13 C 0.8825(4) 0.6252(5) 0.4662(4) 0.0287(13) Uani 1 1 d . . . . .
H5 H 0.831419 0.616663 0.412359 0.034 Uiso 1 1 calc R U . . .
H4 H 0.929994 0.553103 0.452519 0.034 Uiso 1 1 calc R U . . .
C14 C 0.9290(4) 0.7687(5) 0.4570(3) 0.0315(13) Uani 1 1 d . . . . .
H6 H 0.886035 0.838586 0.485873 0.038 Uiso 1 1 calc R U . . .
H12 H 0.987781 0.769539 0.500513 0.038 Uiso 1 1 calc R U . . .
C15 C 0.9523(4) 0.8095(6) 0.3481(4) 0.0407(15) Uani 1 1 d . . . . .
H11 H 0.895696 0.796814 0.302156 0.049 Uiso 1 1 calc R U . . .
H7 H 1.002317 0.747901 0.322524 0.049 Uiso 1 1 calc R U . . .
C16 C 0.9851(3) 0.9572(5) 0.3406(4) 0.0271(12) Uani 1 1 d . . . . .
H10 H 0.933618 1.019186 0.359179 0.041 Uiso 1 1 calc R U . . .
H9 H 1.003974 0.976509 0.268836 0.041 Uiso 1 1 calc R U . . .
H8 H 1.039038 0.971770 0.388754 0.041 Uiso 1 1 calc R U . . .
Cl1 Cl 0.59555(9) 0.17058(12) 0.87093(8) 0.0184(3) Uani 1 1 d . . . . .
N1 N 0.5467(3) 0.1358(3) 0.6395(3) 0.0162(9) Uani 1 1 d . . . . .
N2 N 0.6544(3) 0.3540(3) 0.6726(3) 0.0165(9) Uani 1 1 d . . . . .
O1 O 0.7137(3) -0.1725(3) 0.7316(3) 0.0279(8) Uani 1 1 d . . . . .
O2 O 0.7971(2) 0.1051(3) 0.5071(2) 0.0243(8) Uani 1 1 d . . . . .
O3 O 0.8730(2) 0.1945(4) 0.8342(2) 0.0276(8) Uani 1 1 d . . . . .
Re1 Re 0.68825(2) 0.14063(2) 0.70886(2) 0.01394(8) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.151(6) . ?
C1 Re1 1.922(5) . ?
C2 O2 1.161(6) . ?
C2 Re1 1.899(5) . ?
C3 O3 1.146(5) . ?
C3 Re1 1.936(5) . ?
C4 N1 1.339(5) . ?
C4 C5 1.375(6) . ?
C4 H19 0.9500 . ?
C5 C6 1.393(6) . ?
C5 H18 0.9500 . ?
C6 C7 1.393(6) . ?
C6 H17 0.9500 . ?
C7 C8 1.375(6) . ?
C7 H16 0.9500 . ?
C8 N1 1.360(5) . ?
C8 C9 1.467(6) . ?
C9 N2 1.259(6) . ?
C9 H20 0.9500 . ?
C10 N2 1.487(6) . ?
C10 C11 1.526(6) . ?
C10 H15 0.9900 . ?
C10 H14 0.9900 . ?
C11 C12 1.520(6) . ?
C11 H13 0.9900 . ?
C11 H1 0.9900 . ?
C12 C13 1.502(7) . ?
C12 H3 0.9900 . ?
C12 H2 0.9900 . ?
C13 C14 1.547(6) . ?
C13 H5 0.9900 . ?
C13 H4 0.9900 . ?
C14 C15 1.492(7) . ?
C14 H6 0.9900 . ?
C14 H12 0.9900 . ?
C15 C16 1.511(7) . ?
C15 H11 0.9900 . ?
C15 H7 0.9900 . ?
C16 H10 0.9800 . ?
C16 H9 0.9800 . ?
C16 H8 0.9800 . ?
Cl1 Re1 2.4997(12) . ?
N1 Re1 2.175(4) . ?
N2 Re1 2.172(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Re1 176.6(4) . . ?
O2 C2 Re1 177.7(4) . . ?
O3 C3 Re1 177.9(4) . . ?
N1 C4 C5 122.9(4) . . ?
N1 C4 H19 118.5 . . ?
C5 C4 H19 118.5 . . ?
C4 C5 C6 119.7(4) . . ?
C4 C5 H18 120.1 . . ?
C6 C5 H18 120.1 . . ?
C7 C6 C5 117.5(4) . . ?
C7 C6 H17 121.2 . . ?
C5 C6 H17 121.2 . . ?
C8 C7 C6 119.8(4) . . ?
C8 C7 H16 120.1 . . ?
C6 C7 H16 120.1 . . ?
N1 C8 C7 122.3(4) . . ?
N1 C8 C9 114.0(4) . . ?
C7 C8 C9 123.8(4) . . ?
N2 C9 C8 119.1(4) . . ?
N2 C9 H20 120.4 . . ?
C8 C9 H20 120.4 . . ?
N2 C10 C11 110.6(4) . . ?
N2 C10 H15 109.5 . . ?
C11 C10 H15 109.5 . . ?
N2 C10 H14 109.5 . . ?
C11 C10 H14 109.5 . . ?
H15 C10 H14 108.1 . . ?
C12 C11 C10 112.7(4) . . ?
C12 C11 H13 109.1 . . ?
C10 C11 H13 109.1 . . ?
C12 C11 H1 109.1 . . ?
C10 C11 H1 109.1 . . ?
H13 C11 H1 107.8 . . ?
C13 C12 C11 114.5(4) . . ?
C13 C12 H3 108.6 . . ?
C11 C12 H3 108.6 . . ?
C13 C12 H2 108.6 . . ?
C11 C12 H2 108.6 . . ?
H3 C12 H2 107.6 . . ?
C12 C13 C14 112.3(4) . . ?
C12 C13 H5 109.1 . . ?
C14 C13 H5 109.1 . . ?
C12 C13 H4 109.1 . . ?
C14 C13 H4 109.1 . . ?
H5 C13 H4 107.9 . . ?
C15 C14 C13 114.5(4) . . ?
C15 C14 H6 108.6 . . ?
C13 C14 H6 108.6 . . ?
C15 C14 H12 108.6 . . ?
C13 C14 H12 108.6 . . ?
H6 C14 H12 107.6 . . ?
C14 C15 C16 112.8(4) . . ?
C14 C15 H11 109.0 . . ?
C16 C15 H11 109.0 . . ?
C14 C15 H7 109.0 . . ?
C16 C15 H7 109.0 . . ?
H11 C15 H7 107.8 . . ?
C15 C16 H10 109.5 . . ?
C15 C16 H9 109.5 . . ?
H10 C16 H9 109.5 . . ?
C15 C16 H8 109.5 . . ?
H10 C16 H8 109.5 . . ?
H9 C16 H8 109.5 . . ?
C4 N1 C8 117.8(4) . . ?
C4 N1 Re1 126.4(3) . . ?
C8 N1 Re1 115.4(3) . . ?
C9 N2 C10 118.0(4) . . ?
C9 N2 Re1 116.6(3) . . ?
C10 N2 Re1 124.9(3) . . ?
C2 Re1 C1 86.66(18) . . ?
C2 Re1 C3 90.43(18) . . ?
C1 Re1 C3 90.1(2) . . ?
C2 Re1 N2 91.50(16) . . ?
C1 Re1 N2 171.81(16) . . ?
C3 Re1 N2 97.92(18) . . ?
C2 Re1 N1 97.52(17) . . ?
C1 Re1 N1 97.59(16) . . ?
C3 Re1 N1 169.24(17) . . ?
N2 Re1 N1 74.72(14) . . ?
C2 Re1 Cl1 178.01(13) . . ?
C1 Re1 Cl1 94.63(13) . . ?
C3 Re1 Cl1 91.09(13) . . ?
N2 Re1 Cl1 87.01(10) . . ?
N1 Re1 Cl1 80.81(10) . . ?

_refine_diff_density_max         1.289
_refine_diff_density_min         -1.250
_refine_diff_density_rms         0.279

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3b
_database_code_depnum_ccdc_archive 'CCDC 2040152'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-10-22 deposited with the CCDC.	2020-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H56 Br2 N4 O6 Re2'
_chemical_formula_weight         1221.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.499(3)
_cell_length_b                   8.104(4)
_cell_length_c                   22.210(11)
_cell_angle_alpha                87.49(4)
_cell_angle_beta                 82.67(3)
_cell_angle_gamma                74.59(3)
_cell_volume                     1118.4(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9990
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      28.05

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.378
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.085
_exptl_absorpt_coefficient_mu    7.240
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5771
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42444
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.849
_diffrn_reflns_theta_max         28.301
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5549
_reflns_number_gt                4602
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0094P)²+5.6393P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5549
_refine_ls_number_parameters     347
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.0695
_refine_ls_wR_factor_gt          0.0665
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.60234(8) 0.20518(6) 0.55588(2) 0.02135(12) Uani 1 1 d . . . . .
C1 C 1.0108(10) 0.0622(7) 0.6359(3) 0.0295(14) Uani 1 1 d . . . . .
C2 C 0.8376(10) 0.2565(8) 0.7351(3) 0.0355(15) Uani 1 1 d . . . . .
C3 C 0.6210(9) 0.0540(7) 0.6940(3) 0.0277(13) Uani 1 1 d . . . . .
C4 C 0.4794(9) 0.5843(7) 0.6491(2) 0.0226(11) Uani 1 1 d . . . . .
H4 H 0.358528 0.681309 0.652514 0.027 Uiso 1 1 calc R U . . .
C5 C 0.6816(8) 0.5937(6) 0.6132(2) 0.0191(11) Uani 1 1 d . . . . .
C6 C 0.7108(9) 0.7393(6) 0.5828(2) 0.0203(11) Uani 1 1 d . . . . .
H6 H 0.594211 0.838871 0.581997 0.024 Uiso 1 1 calc R U . . .
C7 C 0.9128(9) 0.7384(7) 0.5532(2) 0.0220(11) Uani 1 1 d . . . . .
H7 H 0.937944 0.836359 0.531679 0.026 Uiso 1 1 calc R U . . .
C8 C 1.0757(9) 0.5900(7) 0.5564(2) 0.0226(11) Uani 1 1 d . . . . .
H8 H 1.217101 0.586698 0.538070 0.027 Uiso 1 1 calc R U . . .
C9 C 1.0351(9) 0.4468(7) 0.5858(2) 0.0221(11) Uani 1 1 d . . . . .
H9 H 1.147698 0.344209 0.585369 0.027 Uiso 1 1 calc R U . . .
C10 C 0.2752(9) 0.4315(7) 0.7154(2) 0.0249(12) Uani 1 1 d . . . . .
H10A H 0.228384 0.331404 0.704306 0.030 Uiso 1 1 calc R U . A 1
H10B H 0.157048 0.535811 0.711091 0.030 Uiso 1 1 calc R U . A 1
C11 C 0.0953(17) 0.6044(14) 0.7363(5) 0.023(2) Uani 0.5 1 d . . P B 2
H11A H 0.052701 0.674561 0.700061 0.027 Uiso 0.5 1 calc R U P B 2
H11B H -0.033795 0.575177 0.757689 0.027 Uiso 0.5 1 calc R U P B 2
C12 C 0.1820(17) 0.7066(13) 0.7781(5) 0.022(2) Uani 0.5 1 d . . P B 2
H12A H 0.275957 0.768291 0.753241 0.026 Uiso 0.5 1 calc R U P B 2
H12B H 0.271283 0.626276 0.805326 0.026 Uiso 0.5 1 calc R U P B 2
C13 C 0.0058(17) 0.8359(14) 0.8167(5) 0.025(2) Uani 0.5 1 d . . P B 2
H13A H -0.087919 0.913184 0.789740 0.030 Uiso 0.5 1 calc R U P B 2
H13B H -0.083737 0.774084 0.843317 0.030 Uiso 0.5 1 calc R U P B 2
C14 C 0.0975(17) 0.9421(14) 0.8557(5) 0.024(2) Uani 0.5 1 d . . P B 2
H14A H 0.171419 1.014793 0.828877 0.029 Uiso 0.5 1 calc R U P B 2
H14B H 0.206196 0.864071 0.878490 0.029 Uiso 0.5 1 calc R U P B 2
C15 C -0.0728(19) 1.0568(15) 0.9009(5) 0.027(2) Uani 0.5 1 d . . P B 2
H15A H -0.188471 1.127767 0.878688 0.032 Uiso 0.5 1 calc R U P B 2
H15B H -0.137359 0.983843 0.930305 0.032 Uiso 0.5 1 calc R U P B 2
C16 C 0.0177(19) 1.1732(14) 0.9354(5) 0.026(2) Uani 0.5 1 d . . P B 2
H16A H 0.089231 1.241095 0.905671 0.031 Uiso 0.5 1 calc R U P B 2
H16B H 0.128979 1.101323 0.958873 0.031 Uiso 0.5 1 calc R U P B 2
C17 C -0.1482(18) 1.2961(15) 0.9789(5) 0.027(3) Uani 0.5 1 d . . P B 2
H17A H -0.255176 1.371605 0.954916 0.033 Uiso 0.5 1 calc R U P B 2
H17B H -0.225110 1.228205 1.007017 0.033 Uiso 0.5 1 calc R U P B 2
C18 C -0.0602(18) 1.4074(14) 1.0161(5) 0.027(2) Uani 0.5 1 d . . P B 2
H18A H 0.045254 1.332229 1.040576 0.033 Uiso 0.5 1 calc R U P B 2
H18B H 0.017911 1.474710 0.988086 0.033 Uiso 0.5 1 calc R U P B 2
C19 C -0.224(2) 1.5276(17) 1.0577(6) 0.037(3) Uani 0.5 1 d . . P B 2
H19A H -0.308251 1.461246 1.084074 0.045 Uiso 0.5 1 calc R U P B 2
H19B H -0.324177 1.607784 1.033047 0.045 Uiso 0.5 1 calc R U P B 2
C20 C -0.133(3) 1.630(2) 1.0974(7) 0.047(4) Uani 0.5 1 d D . P B 2
C21 C 0.3287(18) 0.4122(15) 0.7819(5) 0.026(2) Uani 0.5 1 d . . P B 1
H21A H 0.207534 0.384996 0.808549 0.031 Uiso 0.5 1 calc R U P B 1
H21B H 0.457846 0.315710 0.784653 0.031 Uiso 0.5 1 calc R U P B 1
C22 C 0.3700(19) 0.5771(16) 0.8046(5) 0.031(3) Uani 0.5 1 d . . P B 1
H22A H 0.506773 0.592162 0.782890 0.037 Uiso 0.5 1 calc R U P B 1
H22B H 0.253149 0.676757 0.794488 0.037 Uiso 0.5 1 calc R U P B 1
C23 C 0.382(2) 0.5737(16) 0.8729(5) 0.033(3) Uani 0.5 1 d . . P B 1
H23A H 0.257231 0.537948 0.894382 0.040 Uiso 0.5 1 calc R U P B 1
H23B H 0.514246 0.487845 0.882126 0.040 Uiso 0.5 1 calc R U P B 1
C24 C 0.382(2) 0.7466(17) 0.8964(5) 0.036(3) Uani 0.5 1 d . . P B 1
H24A H 0.257873 0.834433 0.883284 0.043 Uiso 0.5 1 calc R U P B 1
H24B H 0.514745 0.776542 0.878020 0.043 Uiso 0.5 1 calc R U P B 1
C25 C 0.371(2) 0.7502(15) 0.9661(5) 0.037(3) Uani 0.5 1 d . . P B 1
H25A H 0.246904 0.707872 0.984440 0.045 Uiso 0.5 1 calc R U P B 1
H25B H 0.502842 0.671596 0.978803 0.045 Uiso 0.5 1 calc R U P B 1
C26 C 0.346(2) 0.9281(15) 0.9902(5) 0.032(3) Uani 0.5 1 d . . P B 1
H26A H 0.472210 0.968822 0.972601 0.039 Uiso 0.5 1 calc R U P B 1
H26B H 0.216687 1.007210 0.976282 0.039 Uiso 0.5 1 calc R U P B 1
C27 C 0.328(2) 0.9365(15) 1.0588(5) 0.030(3) Uani 0.5 1 d . . P B 1
H27A H 0.205636 0.892114 1.076645 0.036 Uiso 0.5 1 calc R U P B 1
H27B H 0.460443 0.861141 1.072792 0.036 Uiso 0.5 1 calc R U P B 1
C28 C 0.296(2) 1.1155(15) 1.0821(5) 0.034(3) Uani 0.5 1 d . . P B 1
H28A H 0.420359 1.158617 1.064724 0.040 Uiso 0.5 1 calc R U P B 1
H28B H 0.166005 1.191081 1.067125 0.040 Uiso 0.5 1 calc R U P B 1
C29 C 0.273(2) 1.1286(16) 1.1503(5) 0.035(3) Uani 0.5 1 d . . P B 1
H29A H 0.400863 1.050952 1.165680 0.042 Uiso 0.5 1 calc R U P B 1
H29B H 0.145452 1.089977 1.167884 0.042 Uiso 0.5 1 calc R U P B 1
C30 C 0.248(2) 1.3105(16) 1.1718(6) 0.041(3) Uani 0.5 1 d . . P B 1
H30A H 0.382551 1.343015 1.159845 0.061 Uiso 0.5 1 calc R U P B 1
H30B H 0.214842 1.314755 1.216090 0.061 Uiso 0.5 1 calc R U P B 1
H30C H 0.131176 1.390077 1.153212 0.061 Uiso 0.5 1 calc R U P B 1
N1 N 0.8428(7) 0.4481(5) 0.61461(19) 0.0174(9) Uani 1 1 d . . . . .
N2 N 0.4688(7) 0.4436(6) 0.67548(19) 0.0206(10) Uani 1 1 d . . . . .
O1 O 1.1743(7) -0.0365(5) 0.6219(2) 0.0395(11) Uani 1 1 d . . . . .
O2 O 0.8941(9) 0.2681(8) 0.7823(2) 0.0656(18) Uani 1 1 d . . . . .
O3 O 0.5408(7) -0.0499(5) 0.71429(19) 0.0373(11) Uani 1 1 d . . . . .
Re1 Re 0.74734(4) 0.22993(3) 0.65887(2) 0.01894(7) Uani 1 1 d . . . . .
H31 H -0.033(12) 1.562(10) 1.119(4) 0.01(3) Uiso 0.5 1 d D . P . .
H32 H -0.275(16) 1.702(18) 1.127(6) 0.08(6) Uiso 0.5 1 d D . P . .
H30 H -0.049(18) 1.699(14) 1.083(6) 0.05(4) Uiso 0.5 1 d D . P . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Re1 2.6174(13) . ?
C1 O1 1.162(7) . ?
C1 Re1 1.908(7) . ?
C2 O2 1.169(7) . ?
C2 Re1 1.900(6) . ?
C3 O3 1.151(6) . ?
C3 Re1 1.917(6) . ?
C4 N2 1.274(7) . ?
C4 C5 1.465(7) . ?
C4 H4 0.9500 . ?
C5 N1 1.356(6) . ?
C5 C6 1.379(7) . ?
C6 C7 1.389(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.381(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.377(7) . ?
C8 H8 0.9500 . ?
C9 N1 1.327(7) . ?
C9 H9 0.9500 . ?
C10 N2 1.468(7) . ?
C10 C21 1.551(12) . ?
C10 C11 1.610(12) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.521(14) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.528(14) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.522(15) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.532(15) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.514(15) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.529(15) . ?
C16 C20 2.003(18) 2_587 ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.512(15) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.486(17) . ?
C18 C18 1.94(2) 2_587 ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.512(18) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H31 0.90(2) . ?
C20 H32 1.10(2) . ?
C20 H30 0.90(2) . ?
C21 C22 1.547(15) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.529(16) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.517(17) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.542(16) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.522(16) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.516(16) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.514(15) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.509(16) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.530(16) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
N1 Re1 2.180(4) . ?
N2 Re1 2.152(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Re1 178.1(5) . . ?
O2 C2 Re1 178.1(6) . . ?
O3 C3 Re1 178.3(5) . . ?
N2 C4 C5 118.7(5) . . ?
N2 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C6 122.3(5) . . ?
N1 C5 C4 114.1(4) . . ?
C6 C5 C4 123.6(5) . . ?
C5 C6 C7 119.1(5) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C6 117.6(5) . . ?
C8 C7 H7 121.2 . . ?
C6 C7 H7 121.2 . . ?
C9 C8 C7 120.6(5) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
N1 C9 C8 121.8(5) . . ?
N1 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
N2 C10 C21 108.5(6) . . ?
N2 C10 C11 119.2(6) . . ?
N2 C10 H10A 110.0 . . ?
C21 C10 H10A 110.0 . . ?
N2 C10 H10B 110.0 . . ?
C21 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
C12 C11 C10 110.4(8) . . ?
C12 C11 H11A 109.6 . . ?
C10 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
C10 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C11 C12 C13 113.4(9) . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 112.2(9) . . ?
C14 C13 H13A 109.2 . . ?
C12 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 C15 113.6(9) . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 C14 112.9(9) . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15B 109.0 . . ?
C14 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 C17 114.8(10) . . ?
C15 C16 C20 127.9(9) . 2_587 ?
C17 C16 C20 89.1(8) . 2_587 ?
C15 C16 H16A 108.6 . . ?
C17 C16 H16A 108.6 . . ?
C20 C16 H16A 21.9 2_587 . ?
C15 C16 H16B 108.6 . . ?
C17 C16 H16B 108.6 . . ?
C20 C16 H16B 105.8 2_587 . ?
H16A C16 H16B 107.5 . . ?
C18 C17 C16 115.8(10) . . ?
C18 C17 H17A 108.3 . . ?
C16 C17 H17A 108.3 . . ?
C18 C17 H17B 108.3 . . ?
C16 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C19 C18 C17 115.1(10) . . ?
C19 C18 H18A 108.5 . . ?
C17 C18 H18A 108.5 . . ?
C18 C18 H18A 107.4 2_587 . ?
C19 C18 H18B 108.5 . . ?
C17 C18 H18B 108.5 . . ?
C18 C18 H18B 19.4 2_587 . ?
H18A C18 H18B 107.5 . . ?
C18 C19 C20 114.5(12) . . ?
C18 C19 H19A 108.6 . . ?
C20 C19 H19A 108.6 . . ?
C18 C19 H19B 108.6 . . ?
C20 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?
C19 C20 H31 112(7) . . ?
C16 C20 H31 107(7) 2_587 . ?
C19 C20 H32 103(9) . . ?
C16 C20 H32 99(9) 2_587 . ?
H31 C20 H32 113(10) . . ?
C19 C20 H30 124(9) . . ?
C16 C20 H30 15(9) 2_587 . ?
H31 C20 H30 95(10) . . ?
H32 C20 H30 111(10) . . ?
C22 C21 C10 111.9(9) . . ?
C22 C21 H21A 109.2 . . ?
C10 C21 H21A 109.2 . . ?
C22 C21 H21B 109.2 . . ?
C10 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C23 C22 C21 112.8(10) . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22B 109.0 . . ?
C21 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C24 C23 C22 112.2(10) . . ?
C24 C23 H23A 109.2 . . ?
C22 C23 H23A 109.2 . . ?
C24 C23 H23B 109.2 . . ?
C22 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
C23 C24 C25 112.9(10) . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24B 109.0 . . ?
C25 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C26 C25 C24 113.0(10) . . ?
C26 C25 H25A 109.0 . . ?
C24 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C24 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C27 C26 C25 114.2(10) . . ?
C27 C26 H26A 108.7 . . ?
C25 C26 H26A 108.7 . . ?
C27 C26 H26B 108.7 . . ?
C25 C26 H26B 108.7 . . ?
H26A C26 H26B 107.6 . . ?
C28 C27 C26 113.4(10) . . ?
C28 C27 H27A 108.9 . . ?
C26 C27 H27A 108.9 . . ?
C28 C27 H27B 108.9 . . ?
C26 C27 H27B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
C29 C28 C27 114.6(10) . . ?
C29 C28 H28A 108.6 . . ?
C27 C28 H28A 108.6 . . ?
C29 C28 H28B 108.6 . . ?
C27 C28 H28B 108.6 . . ?
H28A C28 H28B 107.6 . . ?
C28 C29 C30 112.9(10) . . ?
C28 C29 H29A 109.0 . . ?
C30 C29 H29A 109.0 . . ?
C28 C29 H29B 109.0 . . ?
C30 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C9 N1 C5 118.5(4) . . ?
C9 N1 Re1 126.3(4) . . ?
C5 N1 Re1 114.9(3) . . ?
C4 N2 C10 120.7(5) . . ?
C4 N2 Re1 116.7(4) . . ?
C10 N2 Re1 122.7(3) . . ?
C2 Re1 C1 90.7(3) . . ?
C2 Re1 C3 89.3(2) . . ?
C1 Re1 C3 90.1(2) . . ?
C2 Re1 N2 91.8(2) . . ?
C1 Re1 N2 171.6(2) . . ?
C3 Re1 N2 97.9(2) . . ?
C2 Re1 N1 95.9(2) . . ?
C1 Re1 N1 96.9(2) . . ?
C3 Re1 N1 171.2(2) . . ?
N2 Re1 N1 74.90(16) . . ?
C2 Re1 Br1 176.8(2) . . ?
C1 Re1 Br1 92.54(18) . . ?
C3 Re1 Br1 90.48(17) . . ?
N2 Re1 Br1 85.07(12) . . ?
N1 Re1 Br1 83.94(11) . . ?

_refine_diff_density_max         2.249
_refine_diff_density_min         -2.381
_refine_diff_density_rms         0.174

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5b
_database_code_depnum_ccdc_archive 'CCDC 2040153'
loop_
_audit_author_name
_audit_author_address
'Briana Schrage'
;The University of Akron
United States of America
;
_audit_update_record             
;
2020-10-22 deposited with the CCDC.	2020-12-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H34 Br N2 O3 Re'
_chemical_formula_weight         652.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.5604(5)
_cell_length_b                   8.0273(5)
_cell_length_c                   24.7618(19)
_cell_angle_alpha                96.463(3)
_cell_angle_beta                 94.773(3)
_cell_angle_gamma                103.929(2)
_cell_volume                     1249.37(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9875
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.876
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.098
_exptl_absorpt_coefficient_mu    6.487
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4365
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            61344
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.666
_diffrn_reflns_theta_max         28.342
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6226
_reflns_number_gt                5944
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0158P)²+0.8930P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6226
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0170
_refine_ls_R_factor_gt           0.0155
_refine_ls_wR_factor_ref         0.0377
_refine_ls_wR_factor_gt          0.0373
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 1.13591(3) 0.81128(2) 0.05042(2) 0.01281(4) Uani 1 1 d . . . . .
C1 C 1.6043(3) 0.9835(3) 0.12513(9) 0.0174(4) Uani 1 1 d . . . . .
C2 C 1.5142(3) 0.8188(3) 0.21273(9) 0.0177(4) Uani 1 1 d . . . . .
C3 C 1.2605(3) 1.0120(3) 0.17508(8) 0.0167(4) Uani 1 1 d . . . . .
C4 C 1.0980(3) 0.4612(2) 0.13230(8) 0.0145(4) Uani 1 1 d . . . . .
H4 H 0.983324 0.364762 0.134370 0.017 Uiso 1 1 calc R U . . .
C5 C 1.2713(3) 0.4410(2) 0.10133(8) 0.0133(4) Uani 1 1 d . . . . .
C6 C 1.2798(3) 0.2845(3) 0.07276(8) 0.0171(4) Uani 1 1 d . . . . .
H6 H 1.166251 0.184301 0.071093 0.021 Uiso 1 1 calc R U . . .
C7 C 1.4565(3) 0.2765(3) 0.04673(9) 0.0191(4) Uani 1 1 d . . . . .
H7 H 1.466078 0.170762 0.026937 0.023 Uiso 1 1 calc R U . . .
C8 C 1.6190(3) 0.4249(3) 0.04995(8) 0.0179(4) Uani 1 1 d . . . . .
H8 H 1.743352 0.421626 0.033172 0.022 Uiso 1 1 calc R U . . .
C9 C 1.5982(3) 0.5787(3) 0.07799(8) 0.0145(4) Uani 1 1 d . . . . .
H9 H 1.708435 0.680860 0.079098 0.017 Uiso 1 1 calc R U . . .
C10 C 0.9395(3) 0.6319(3) 0.19207(8) 0.0166(4) Uani 1 1 d . . . . .
H10A H 0.822752 0.525079 0.185865 0.020 Uiso 1 1 calc R U . . .
H10B H 0.881155 0.728994 0.182517 0.020 Uiso 1 1 calc R U . . .
C11 C 1.0294(3) 0.6677(3) 0.25207(8) 0.0178(4) Uani 1 1 d . . . . .
H11A H 0.920525 0.696391 0.274233 0.021 Uiso 1 1 calc R U . . .
H11B H 1.151504 0.770504 0.257316 0.021 Uiso 1 1 calc R U . . .
C12 C 1.1010(3) 0.5167(3) 0.27353(9) 0.0196(4) Uani 1 1 d . . . . .
H12A H 1.201987 0.482465 0.249658 0.023 Uiso 1 1 calc R U . . .
H12B H 1.177422 0.557478 0.310653 0.023 Uiso 1 1 calc R U . . .
C13 C 0.9221(3) 0.3573(3) 0.27619(9) 0.0199(4) Uani 1 1 d . . . . .
H13A H 0.844952 0.317148 0.239123 0.024 Uiso 1 1 calc R U . . .
H13B H 0.984472 0.263545 0.286993 0.024 Uiso 1 1 calc R U . . .
C14 C 0.7640(3) 0.3864(3) 0.31588(9) 0.0196(4) Uani 1 1 d . . . . .
H14A H 0.840075 0.426994 0.353048 0.024 Uiso 1 1 calc R U . . .
H14B H 0.698763 0.478333 0.304905 0.024 Uiso 1 1 calc R U . . .
C15 C 0.5913(3) 0.2234(3) 0.31741(9) 0.0200(4) Uani 1 1 d . . . . .
C16 C 0.4332(3) 0.2430(3) 0.35777(9) 0.0196(4) Uani 1 1 d . . . . .
H16A H 0.370037 0.339008 0.349759 0.023 Uiso 1 1 calc R U . . .
H16B H 0.508219 0.273530 0.395295 0.023 Uiso 1 1 calc R U . . .
C17 C 0.2574(3) 0.0776(3) 0.35513(9) 0.0207(4) Uani 1 1 d . . . . .
H17A H 0.182842 0.048423 0.317548 0.025 Uiso 1 1 calc R U . . .
H17B H 0.322240 -0.018263 0.362302 0.025 Uiso 1 1 calc R U . . .
C18 C 0.0961(3) 0.0879(3) 0.39506(9) 0.0198(4) Uani 1 1 d . . . . .
H18A H 0.029482 0.182836 0.387899 0.024 Uiso 1 1 calc R U . . .
H18B H 0.169378 0.116459 0.432775 0.024 Uiso 1 1 calc R U . . .
C19 C -0.0762(3) -0.0808(3) 0.39088(9) 0.0212(4) Uani 1 1 d . . . . .
H19A H -0.148072 -0.109388 0.353021 0.025 Uiso 1 1 calc R U . . .
H19B H -0.008870 -0.175264 0.398089 0.025 Uiso 1 1 calc R U . . .
C20 C -0.2411(3) -0.0742(3) 0.43025(9) 0.0210(4) Uani 1 1 d . . . . .
H20A H -0.309550 0.019464 0.422883 0.025 Uiso 1 1 calc R U . . .
H20B H -0.169428 -0.045049 0.468137 0.025 Uiso 1 1 calc R U . . .
C21 C -0.4113(3) -0.2442(3) 0.42588(10) 0.0239(5) Uani 1 1 d . . . . .
H21A H -0.481849 -0.274140 0.387893 0.029 Uiso 1 1 calc R U . . .
H21B H -0.343119 -0.337602 0.433742 0.029 Uiso 1 1 calc R U . . .
C22 C -0.5764(4) -0.2362(3) 0.46461(10) 0.0279(5) Uani 1 1 d . . . . .
H22A H -0.505094 -0.204570 0.502511 0.033 Uiso 1 1 calc R U . . .
H22B H -0.645018 -0.143312 0.456453 0.033 Uiso 1 1 calc R U . . .
C23 C -0.7462(4) -0.4048(4) 0.46139(12) 0.0382(6) Uani 1 1 d . . . . .
H23A H -0.820272 -0.435880 0.424235 0.057 Uiso 1 1 calc R U . . .
H23B H -0.847237 -0.389975 0.487400 0.057 Uiso 1 1 calc R U . . .
H23C H -0.680393 -0.497038 0.470446 0.057 Uiso 1 1 calc R U . . .
N1 N 1.4288(2) 0.5883(2) 0.10349(7) 0.0115(3) Uani 1 1 d . . . . .
N2 N 1.1033(2) 0.6112(2) 0.15664(7) 0.0130(3) Uani 1 1 d . . . . .
O1 O 1.7526(2) 1.0769(2) 0.11410(8) 0.0290(4) Uani 1 1 d . . . . .
O2 O 1.6025(3) 0.8183(2) 0.25462(7) 0.0274(4) Uani 1 1 d . . . . .
O3 O 1.1959(3) 1.1241(2) 0.19332(7) 0.0258(4) Uani 1 1 d . . . . .
Re1 Re 1.36246(2) 0.82122(2) 0.14367(2) 0.01051(3) Uani 1 1 d . . . . .
H15 H 0.658(4) 0.131(3) 0.3267(11) 0.026(7) Uiso 1 1 d . . . . .
H16 H 0.521(5) 0.184(4) 0.2825(13) 0.044(9) Uiso 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Re1 2.6226(3) . ?
C1 O1 1.150(3) . ?
C1 Re1 1.920(2) . ?
C2 O2 1.146(3) . ?
C2 Re1 1.910(2) . ?
C3 O3 1.148(3) . ?
C3 Re1 1.926(2) . ?
C4 N2 1.276(3) . ?
C4 C5 1.453(3) . ?
C4 H4 0.9500 . ?
C5 N1 1.363(2) . ?
C5 C6 1.387(3) . ?
C6 C7 1.383(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.384(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(3) . ?
C8 H8 0.9500 . ?
C9 N1 1.337(3) . ?
C9 H9 0.9500 . ?
C10 N2 1.470(3) . ?
C10 C11 1.521(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.533(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.526(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.527(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.517(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.521(3) . ?
C15 H15 0.99(3) . ?
C15 H16 0.93(3) . ?
C16 C17 1.526(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.517(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.528(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.522(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.527(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.513(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.521(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
N1 Re1 2.1726(16) . ?
N2 Re1 2.1609(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 Re1 177.91(18) . . ?
O2 C2 Re1 178.76(19) . . ?
O3 C3 Re1 178.68(19) . . ?
N2 C4 C5 118.53(17) . . ?
N2 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C6 122.18(18) . . ?
N1 C5 C4 114.56(17) . . ?
C6 C5 C4 123.25(18) . . ?
C7 C6 C5 118.92(19) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C6 C7 C8 119.05(19) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 H7 120.5 . . ?
C7 C8 C9 119.17(19) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
N1 C9 C8 122.45(19) . . ?
N1 C9 H9 118.8 . . ?
C8 C9 H9 118.8 . . ?
N2 C10 C11 111.02(16) . . ?
N2 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
N2 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C10 C11 C12 114.29(17) . . ?
C10 C11 H11A 108.7 . . ?
C12 C11 H11A 108.7 . . ?
C10 C11 H11B 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C13 C12 C11 114.56(17) . . ?
C13 C12 H12A 108.6 . . ?
C11 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C14 C13 C12 114.63(18) . . ?
C14 C13 H13A 108.6 . . ?
C12 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C12 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C15 C14 C13 112.44(18) . . ?
C15 C14 H14A 109.1 . . ?
C13 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
C13 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 C16 114.81(18) . . ?
C14 C15 H15 108.5(15) . . ?
C16 C15 H15 108.7(16) . . ?
C14 C15 H16 109.2(19) . . ?
C16 C15 H16 110.0(19) . . ?
H15 C15 H16 105(2) . . ?
C15 C16 C17 112.16(18) . . ?
C15 C16 H16A 109.2 . . ?
C17 C16 H16A 109.2 . . ?
C15 C16 H16B 109.2 . . ?
C17 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C18 C17 C16 114.71(18) . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C16 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 C19 112.68(18) . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C20 C19 C18 113.93(19) . . ?
C20 C19 H19A 108.8 . . ?
C18 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C19 C20 C21 113.33(19) . . ?
C19 C20 H20A 108.9 . . ?
C21 C20 H20A 108.9 . . ?
C19 C20 H20B 108.9 . . ?
C21 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C22 C21 C20 113.1(2) . . ?
C22 C21 H21A 109.0 . . ?
C20 C21 H21A 109.0 . . ?
C22 C21 H21B 109.0 . . ?
C20 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C23 C22 C21 114.0(2) . . ?
C23 C22 H22A 108.8 . . ?
C21 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.6 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C9 N1 C5 118.19(17) . . ?
C9 N1 Re1 126.74(13) . . ?
C5 N1 Re1 114.88(13) . . ?
C4 N2 C10 119.47(17) . . ?
C4 N2 Re1 116.57(14) . . ?
C10 N2 Re1 123.94(13) . . ?
C2 Re1 C1 89.60(9) . . ?
C2 Re1 C3 89.98(8) . . ?
C1 Re1 C3 89.41(9) . . ?
C2 Re1 N2 92.43(8) . . ?
C1 Re1 N2 171.78(7) . . ?
C3 Re1 N2 98.55(8) . . ?
C2 Re1 N1 95.57(7) . . ?
C1 Re1 N1 97.07(7) . . ?
C3 Re1 N1 171.48(7) . . ?
N2 Re1 N1 74.80(6) . . ?
C2 Re1 Br1 176.71(6) . . ?
C1 Re1 Br1 93.68(6) . . ?
C3 Re1 Br1 90.18(6) . . ?
N2 Re1 Br1 84.30(4) . . ?
N1 Re1 Br1 83.91(4) . . ?

_refine_diff_density_max         0.685
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.084

